CA2096712C - Recovery of caprolactam from oligomers and/or polymers of caprolactam - Google Patents
Recovery of caprolactam from oligomers and/or polymers of caprolactam Download PDFInfo
- Publication number
- CA2096712C CA2096712C CA002096712A CA2096712A CA2096712C CA 2096712 C CA2096712 C CA 2096712C CA 002096712 A CA002096712 A CA 002096712A CA 2096712 A CA2096712 A CA 2096712A CA 2096712 C CA2096712 C CA 2096712C
- Authority
- CA
- Canada
- Prior art keywords
- caprolactam
- oligomers
- weight
- stage
- fluidized bed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 title claims abstract description 113
- 229920000642 polymer Polymers 0.000 title claims abstract description 25
- 238000011084 recovery Methods 0.000 title description 3
- 229920002292 Nylon 6 Polymers 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000011541 reaction mixture Substances 0.000 claims abstract description 12
- 239000000203 mixture Substances 0.000 claims abstract description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 238000005336 cracking Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000011261 inert gas Substances 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 238000012545 processing Methods 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 241000640882 Condea Species 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/02—Preparation of lactams
- C07D201/12—Preparation of lactams by depolymerising polyamides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Polyamides (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4216848.1 | 1992-05-21 | ||
| DE4216848A DE4216848A1 (de) | 1992-05-21 | 1992-05-21 | Verfahren zur Rückgewinnung von Caprolactam aus Polycaprolactam |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2096712A1 CA2096712A1 (en) | 1993-11-22 |
| CA2096712C true CA2096712C (en) | 2003-09-09 |
Family
ID=6459441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002096712A Expired - Fee Related CA2096712C (en) | 1992-05-21 | 1993-05-20 | Recovery of caprolactam from oligomers and/or polymers of caprolactam |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5360905A (cs) |
| EP (1) | EP0570843A2 (cs) |
| JP (1) | JP3202096B2 (cs) |
| CA (1) | CA2096712C (cs) |
| DE (1) | DE4216848A1 (cs) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL1000781C2 (nl) * | 1995-07-12 | 1997-01-14 | Dsm Nv | Werkwijze voor het winnen van caprolactam uit nylon-6 bevattende afval. |
| US5656757A (en) * | 1995-08-10 | 1997-08-12 | Alliedsignal Inc. | Monomer recovery from multi-component materials |
| US5681952A (en) * | 1995-12-08 | 1997-10-28 | Alliedsignal Inc. | Process for depolymerizing nylon-containing waste to form caprolactam |
| US5948908A (en) * | 1996-03-18 | 1999-09-07 | Alliedsignal Inc. | Process for depolymerizing polycaprolactam processing waste to form caprolactam |
| DE19942338A1 (de) * | 1999-09-06 | 2001-03-08 | Basf Ag | Verfahren zur Spaltung Amidgruppen enthaltender Polymere und Oligomere |
| WO2023074438A1 (ja) * | 2021-10-29 | 2023-05-04 | 東レ株式会社 | 熱可塑性樹脂の製造方法 |
| JP7400993B2 (ja) * | 2021-10-29 | 2023-12-19 | 東レ株式会社 | ε－カプロラクタムの製造方法およびポリアミド６の製造方法 |
| WO2025205744A1 (ja) * | 2024-03-28 | 2025-10-02 | 東レ株式会社 | 熱可塑性ポリマー由来成分の回収方法、回収装置、解重合中間体組成物、解重合反応組成物、およびリサイクルモノマーの製造方法、製造装置 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB819683A (en) * | 1957-02-15 | 1959-09-09 | Ici Ltd | Improvements in and relating to the de-polymerisation of cyclic polymers of -e-caprolactam |
| DE3030735A1 (de) * | 1980-08-14 | 1982-03-25 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gewinnung von caprolactam durch spaltung von oligomeren des caprolactams |
| US4311642A (en) * | 1980-09-17 | 1982-01-19 | Allied Corporation | Recovery of caprolactam from nylon 6 oligomers |
| US4605762A (en) * | 1982-04-23 | 1986-08-12 | Celanese Mexicana S.A. | Depolymerization of condensation polymers |
| DE3524394A1 (de) * | 1985-07-09 | 1987-01-15 | Basf Ag | Verfahren zur gewinnung von caprolactam durch spaltung von oligomeren des caprolactams |
-
1992
- 1992-05-21 DE DE4216848A patent/DE4216848A1/de not_active Withdrawn
-
1993
- 1993-04-26 JP JP09908093A patent/JP3202096B2/ja not_active Expired - Fee Related
- 1993-05-13 EP EP93107791A patent/EP0570843A2/de not_active Withdrawn
- 1993-05-14 US US08/060,972 patent/US5360905A/en not_active Expired - Fee Related
- 1993-05-20 CA CA002096712A patent/CA2096712C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0632936A (ja) | 1994-02-08 |
| US5360905A (en) | 1994-11-01 |
| DE4216848A1 (de) | 1993-11-25 |
| JP3202096B2 (ja) | 2001-08-27 |
| EP0570843A2 (de) | 1993-11-24 |
| CA2096712A1 (en) | 1993-11-22 |
| EP0570843A3 (cs) | 1994-04-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |